(4Z)-4-((E)-but-2-enylidene)-3,5,5-trimethylcyclohex-2-en-1-one
Basic information
- CAS
13215-88-8- Standard SMILES
C/C=C/C=C1\C(C)=CC(=O)CC1(C)C- InChIKey
CBQXHTWJSZXYSK-DVIJZSFDSA-N- Molecular formula
- C13H18O
- Average molar mass
- 190.28 g/mol
- Monoisotopic mass
- 190.13576519
Overview
megastigmatrienone a has been reported in Nicotiana tabacum with data available.
Names & identifiers
- Preferred name
- (4Z)-4-((E)-but-2-enylidene)-3,5,5-trimethylcyclohex-2-en-1-one
- IUPAC
- (4Z)-4-[(E)-but-2-enylidene]-3,5,5-trimethylcyclohex-2-en-1-one
- English name
- (Z,E)-4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one
- Molecular formula
- C13H18O
- Molecular weight
- 190.28
Names & synonyms
(4Z)-4-[(E)-but-2-enylidene]-3,5,5-trimethylcyclohex-2-en-1-one(4Z)-4-((E)-but-2-enylidene)-3,5,5-trimethylcyclohex-2-en-1-oneRefChem:906170Megastigmatrienone ATabanone5492-79-513215-88-83QY2F7PCN3(Z,E)-4-(2-Butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one(6E,8E)-4,6,8-megastigmatrien-3-one2-Cyclohexen-1-one, 4-(2-butenylidene)-3,5,5-trimethyl-, (Z,E)-UNII-ZY0HOK56PM
Show more names
(Z,Z/Z,E)-tobacco cyclohexenone4-[(1Z,2E)-2-Buten-1-ylidene]-3,5,5-trimethyl-2-cyclohexen-1-one2-Cyclohexen-1-one, 4-(2E)-2-buten-1-ylidene-3,5,5-trimethyl-, (4Z)-
UNII-3QY2F7PCN3EINECS 226-825-8EINECS 236-187-2megastigmatrien-3-one4-(2-Butenylidene)-3,5,5-trimethylcyclohex-2-en-1-oneZY0HOK56PMMEGASTIGMATRIENONE 14-(But-2-en-1-ylidene)-3,5,5-trimethylcyclohex-2-enone
Database identifiers
- CAS
13215-88-8、5492-79-5- PubChem CID
- 6437599
- DTXSID
DTXSID501315386- UNII
- 3QY2F7PCN3
- EC Number
- 226-825-8、236-187-2
- Nikkaji
- J210.556J
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 327
Experimental & physicochemical properties
FragrancesFragrance Ingredient (4-(2-Butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.985-1.005
Solubility
Practically insoluble or insoluble in water
Soluble (in ethanol)
Boiling Point95-110 °C (< 1 mm Hg)
Refractive Index1.536-1.556
Physical DescriptionClear to pale yellowish liquid; Fruity floral tobacco-like aroma
Physicochemical properties
- Boiling point
- 85 · 85-86 °C(Press: 7 x 10-3 Torr)
- Density
- 0.968 · 0.968±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- LogP
- 3.588 · 3.588 (est)
- FDA UNII
- 3 QY2F7PCN3 · 3QY2F7PCN3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 101 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2-Cyclohexen-1-one, 4-(2-butenylidene)-3,5,5-trimethyl-, (Z,E)-
REACH registered substance: 4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one (EC: 236-187-2)
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Chemistry & industry
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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